Senior Underwriter

Employment Type: Full Time

Position Overview

Gravie is seeking an experienced and strategic Senior Underwriter to lead pricing, risk evaluation, and underwriting strategy for our proprietary Comfort health plan and other level-funded/self-funded insurance offerings. This is a high-impact role that requires deep expertise in level-funded products, strong business acumen, and the ability to influence both internal stakeholders and external partners.

As a Senior Underwriter, you will independently underwrite Gravie’s most complex and high-value cases—including large groups and strategic partnerships—and serve as a technical expert in pricing and risk assessment. You will also take ownership of a block of business, working to manage performance and profitability across your assigned portfolio.

Beyond individual casework, you’ll play a central role in shaping Gravie’s underwriting philosophy, tools, and pricing models. You’ll mentor, train, and review the work of junior underwriters, act as a trusted partner to Sales and Leadership, and contribute to broader organizational efforts around product development, underwriting operations, and market competitiveness.

If you thrive in a fast-moving, data-driven environment and are ready to bring your deep underwriting expertise to a company that’s rethinking health insurance from the ground up, this could be the role for you.

Responsibilities

• Use Gravie’s proprietary underwriting engine to produce, review, modify and approve rating output of underwriters within defined levels of authority.
• Provide extensive account and block of business pricing and product strategic options to internal and external partners which align with Gravie goals and objectives.
• Rate the most complex level funded plans including partnership blocks of business, be accountable for block of business results.
• Communicate and negotiate pricing, products, and underwriting conditions directly with Sales and Account Management Teams, Gravie leadership, brokers and customers.
• Serve as a subject matter expert on level-funded underwriting practices by reviewing and approving high-complexity cases.
• Mentor and train junior underwriters; review their work and provide feedback.
• Develop and refine underwriting policies, pricing models, or workflow processes.
• Engage with executive leadership and sales leadership to support strategic growth initiatives.
• Play a key role in product development, pricing strategy, and market competitiveness analysis.
• Take on, and potentially lead, project work in addition to playing a technical role.

Requirements

• 7+ years of underwriting experience in group health insurance, with deep knowledge of level-funded/self-funded products.
• Experience underwriting complex, large group cases and/or stop-loss arrangements.
• Strong leadership and decision-making capabilities.
• Skilled at negotiating and influencing skills to work with key stakeholders.
• An ability to confidently articulate underwriting rationale to senior leadership or large broker audiences.

About Gravie

Hi, we’re Gravie. Our mission is to improve the way people purchase and access healthcare through innovative, consumer-centric health benefit solutions that people can actually use. Our industry-changing products and services are developed and delivered by a diverse group of unique people. We encourage you to be your authentic self - we like you that way.